Water → HCID 53683103, compound

HRID 1606628Notes

Reaction equation

HRID 1606628 reaction equation
[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([S:9]([N:12]=[C:13](Cl)[CH3:14])(=[O:11])=[O:10])=[CH:4][C:3]=1[Br:16].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18].O>C(Cl)Cl>[CH2:17]([N:19]([CH2:20][CH3:21])[C:13](=[N:12][S:9]([C:5]1[CH:6]=[C:7]([Br:8])[C:2]([NH2:1])=[C:3]([Br:16])[CH:4]=1)(=[O:11])=[O:10])[CH3:14])[CH3:18]

Participants

5

Reactant 3

HCID 962WaterHCID 8021DiethylamineHCID 86733345HCID 86733345, compound

Product 1

HCID 53683103HCID 53683103, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

100 Mg. of crude N-(4-amino-3,5-dibromophenylsulfonyl) acetimidoyl chloride is stirred in 10 ml. of methylene chloride with 1 ml. of diethylamine at room temperature overnight. Volumes of water and methylene chloride equal to the volume of the reaction mixture are added, agitated and the layers separated. The organic layer is dried over magnesium sulfate and evaporated to dryness, in vacuo. The residue is taken up in 1 ml. of ethyl acetate and the dropwise addition of petroleum ether affords N,N-diethyl-N'-(4-amino-3,5-dibromophenylsulfonyl) acetamidine.

Workup

  1. customat room temperature
  2. customovernight
  3. customthe layers separated
  4. dry with materialThe organic layer is dried over magnesium sulfate
  5. customevaporated to dryness, in vacuo
  6. additionof ethyl acetate and the dropwise addition of petroleum ether

Sources & evidence

ORD record
ord-0f7bef8eeae8416e9e032cd2d77b55b4
Source dataset
uspto-grants-1976_04
Patent number
US03953492

Reaction notes

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